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Ammonia → 2-(2,2-Dimethylpropyl)-2-hydroxymethylpropane-1,3-diol

HRID 466523
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 466523
C([O:8][CH2:9][C:10]([CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])([CH2:13][OH:14])[CH2:11][OH:12])C1C=CC=CC=1.N.[Na].[Cl-].[NH4+]>C(OCC)C>[CH3:17][C:16]([CH3:19])([CH3:18])[CH2:15][C:10]([CH2:9][OH:8])([CH2:13][OH:14])[CH2:11][OH:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 150219552-Benzyloxymethyl-2-(2,2-dimethylpropyl)-propan-1,3-diol

Produkt 1

HCID 189533432-(2,2-Dimethylpropyl)-2-hydroxymethylpropane-1,3-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283
Diethyl Ether
Lösungsmittel

Versuchsvorschrift

2-Benzyloxymethyl-2-(2,2-dimethylpropyl)-propan-1,3-diol (5.5 g.) in dry diethyl ether (5 ml.) was added to liquid ammonia (200 ml.) at -70°. Sodium (2.5 g.) was added to the stirred solution. Stirring was maintained at -70°, for 1 hour. The mixture was allowed to warm up to -30° and solid ammonium chloride (15 g.) was added cautiously. The ammonia was removed from the reaction mixture under a current of nitrogen. Methanol (25 ml.) was added to the stirred mixture to destroy residual sodium. Dichloromethane (400 ml.) was added and the mixture was filtered. The filtrates were evaporated in vacuo. 2-(2,2-Dimethylpropyl)-2-hydroxymethyl-propan-1,3-diol was obtained as a colourless solid (3.5 g.).

Aufarbeitung

  1. temperaturewas maintained at -70°, for 1 hour
  2. temperatureto warm up to -30°
  3. customThe ammonia was removed from the reaction mixture under a current of nitrogen
  4. additionMethanol (25 ml.) was added to the stirred mixture
  5. customto destroy residual sodium
  6. additionDichloromethane (400 ml.) was added
  7. filtrationthe mixture was filtered
  8. customThe filtrates were evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0230556da17a441c8683fe98fc20bd39
Quelldatensatz
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05157029

Notizen zur Reaktion

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